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Electrode reaction of adriamycin interpreted as an EE mechanism with the stabilization of the intermediate

In the case of the simple EE mechanism, the two-electron electrode reaction occurs through two consecutive steps with a more or less stable intermediate  1 . The homogeneous chemical reaction can be coupled to any step of the EE mechanism  2 . In this communication the electrode reaction of adsorbed adriamycin is interpreted as an EE mechanism with the stabilization of the intermediate. Adriamycin is the commercial name for doxorubicin hydrochloride which consists of naphthacenequinone nucleus linked through a glycosidic bond to an amino sugar, daunosamine (Scheme). Doxorubicin is a cytotoxic anthracycline antibiotic isolated from cultures of Streptomyces peucetius var. caesius  3 . Adriamycin is electroactive substance. The redox centers are quinone and hydroquinone groups, which are marked as 1. and 2. in the Scheme  4 . Also, adriamycin is strongly adsorbed to the surface of mercury, pyrolytic graphite, carbon paste and glassy carbon electrodes  5 . References: (1) Ružić, I. J. Electroanal. Chem. 1974, 52, 331. (2) Lovrić, M. J. Electroanal. Chem. 1983, 144, 45. (3) Arcamone, F. Doxorubicin, Academic Press, New York, 1981, pp. 354. (4) Oliveira-Brett, A.M. ; Vivan, M. ; Fernandes, I.R. ; Piedade, J.A.P. Talanta 2002, 56, 959. (5) Komorsky-Lovrić, Š. Bioelectrochem. 2006, 69, 82.

Adriamycin; Doxorubicin; Surface ECE mechanism; Quinone / hydroquinone redox couple; Cyclic voltammetry: Graphite electrode

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